1-heptyl 4-methylbenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-heptyl 4-methylbenzoate
• 英文别名: heptyl 4-methylbenzoate；p-Toluylic acid, heptyl ester
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: XPCXKYHMNRJMRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲酚 在 palladium diacetate Josiphos Et₂P-Fc-PtBu₂ ligand 、 sodium acetate 作用下， 以 乙醇 为溶剂， 125.0 ℃ 、620.53 kPa 条件下， 反应 20.0h， 生成 1-heptyl 4-methylbenzoate
  参考文献：
  名称：

  An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates

  摘要：

  Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effective and works well for both electron-rich and electron-poor aryl arenesulfonates. Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates.

  DOI：

  10.1021/ol062208g

文献信息

• N-Heterocyclic Carbene-Catalyzed Oxidative Esterification Reaction of Aldehydes with Alkyl Halides under Aerobic Conditions
  作者：Yang-Chun Xin、Shi-Hui Shi、Dong-Dong Xie、Xin-Ping Hui、Peng-Fei Xu

  DOI：10.1002/ejoc.201100937

  日期：2011.11

  An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonate is reported. It was worth noting that (1) the configuration of alkyl halides or alkyl 4-methylbenzenesulfonates was inverted completely, and (2) the presence of oxygen was crucial for this transformation. The reaction proceeded smoothly under mild conditions

  报告了一种有效的 N-杂环卡宾催化醛与烷基卤或 4-甲基苯磺酸烷基酯的氧化酯化反应。值得注意的是（1）烷基卤化物或烷基4-甲基苯磺酸盐的构型完全颠倒，（2）氧的存在对这种转变至关重要。反应在温和条件下顺利进行，并以中等至良好的收率提供各种酯。此外，我们还开发了一种高效的醇串联氧化/酯化反应。这种方法提供了 Breslow 中间体与 sp(3)-碳中心亲电试剂反应的罕见例子。
• An Efficient and Green Approach for the Esterification of Aromatic Acids with Various Alcohols over H₃PO₄/TiO₂-ZrO₂
  作者：Roozbeh Javad Kalbasi、Ahmad Reza Massah、Zeynab Barkhordari

  DOI：10.5012/bkcs.2010.31.8.2361

  日期：2010.8.20

  $TiO_2-ZrO_2$ was prepared with surfactant through a sol-gel method. Catalysts containing 5 - 35% $H_3PO_4$ were prepared using these oxides. Subsequently the catalytic performance of prepared catalysts was determined for liquid phase esterification of aromatic acids. $H_3PO_4/TiO_2-ZrO_2$ has been used as catalyst to synthesize various novel esters by esterification of some aromatic acids with aliphatic alcohols (2-propanol, 1-butanol, iso butanol, 3-pentanol, 1-hexanol, heptanol, cyclo heptanol, octanol and decanol). Under optimized conditions, maximum yields and selectivity (100%) to the corresponding ester, was obtained by using 25 wt % $H_3PO_4/TiO_2-ZrO_2$ as catalyst. The Catalyst can be easily recycled after reaction and can be reused without any significant loss of activity/selectivity performance. No by-product formation, high yields, short reaction times, mild reaction conditions, operational simplicity with reusability of the catalyst are the salient features of the present synthetic protocol. The reaction was carried out under solvent-free condition.

  $TiO_2-ZrO_2$ 是通过溶胶-凝胶法与表面活性剂一起制备的。利用这些氧化物制备了含 5 - 35% $H_3PO_4$ 的催化剂。随后测定了所制备催化剂在芳香酸液相酯化过程中的催化性能。$H_3PO_4/TiO_2-ZrO_2$ 被用作催化剂，通过一些芳香酸与脂肪醇（2-丙醇、1-丁醇、异丁醇、3-戊醇、1-己醇、庚醇、环庚醇、辛醇和癸醇）的酯化反应合成各种新型酯。在优化条件下，使用 25 wt % $H_3PO_4/TiO_2-ZrO_2$ 作为催化剂可获得相应酯类的最高产率和选择性（100%）。催化剂在反应后很容易回收，并且可以重复使用，活性/选择性性能不会有任何明显的损失。无副产物生成、产率高、反应时间短、反应条件温和、催化剂可重复使用且操作简单是本合成方案的显著特点。反应在无溶剂条件下进行。
• Verification of translation
  申请人：Inagaki Jyun-ichi

  公开号：US20070190344A1

  公开（公告）日：2007-08-16

  A compound represented by Formula (1) and a polymer obtained using the compound: wherein R 1 is phenyl which may have substituents, Q 1 is hydrogen, halogen, alkyl having 1 to 10 carbon atoms, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl or phenyl in which optional hydrogen may be replaced by halogen or alkyl having 1 to 5 carbon atoms, Q 2 is a group represented by Formula (2): wherein the code < represents a bonding point with silicon, l, m, n and p are independently 0, 1, 2 or 3, and A 1 to A 4 , Z 0 to Z 4 and Y 1 are defined in the specification.

  公式（1）所表示的化合物和使用该化合物制得的聚合物：其中R1是苯基，可以有取代基；Q1是氢、卤素、具有1至10个碳原子的烷基、环丙基、环丁基、环戊基、环己烯基或苯基，其中可选氢原子可以被卤素或具有1至5个碳原子的烷基所取代；Q2是由公式（2）表示的基团：其中代码<表示与硅的连接点，l、m、n和p独立地为0、1、2或3，A1至A4、Z0至Z4和Y1在规范中有定义。
• Direct transformation of benzyl esters into esters, amides, and anhydrides using catalytic ferric(<scp>iii</scp>) chloride under mild conditions
  作者：Van Hieu Tran、Truong Giang Luu、Anh Thu Nguyen、Hee-Kwon Kim

  DOI：10.1039/d3ob01443f

  日期：——

  FeCl3 were employed as the chlorinating agent and catalyst respectively to convert benzyl esters into acid chloride intermediates, which directly reacted with alcohols, amines, and carboxylic acids. Various esters, amides, and anhydrides were readily obtained with high yields under mild conditions. This method is promising for the practical synthesis of esters, amides, and anhydrides from benzyl esters

  描述了一种将苄酯轻松一锅转化为酯、酰胺和酸酐的方法。采用α,α-二氯二苯甲烷和FeCl 3分别作为氯化剂和催化剂，将苄酯转化为酰氯中间体，直接与醇、胺、羧酸反应。在温和的条件下很容易以高产率获得各种酯、酰胺和酸酐。该方法有望用于从苄酯实际合成酯、酰胺和酸酐。
• Ruppert‐Prakash Reagent (TMSCF₃)‐Catalyzed Chemoselective Esterification of Weinreb Amides
  作者：Margherita Miele、Laura Castoldi、Egle Beccalli、Vittorio Pace

  DOI：10.1002/adsc.202400008

  日期：——

  nucleophiles to access carbonyl and alkene motifs. Except for the hydrolysis (yielding carboxylic acids),27 to the best of our knowledge, acylation operations with heteroatom-based nucleophilic elements remain unexplored. Of note, the inverse process (i. e. conversion of esters to Weinreb amides) is one of the best methods for preparing N-methyl-N-methoxyamides.23 Herein, we document the chemoselective transformation

   介绍 酰胺键构成了自然界中表达的最普遍的化学官能团。 1 由于氮孤电子对和羰基基序之间的离域（n N →π* C=O 共轭），酰胺表现出较高的热力学稳定性（方案 1 – 路径 1)。 2 这种构成特征——根据化学中的经典范式使酰胺几乎成为惰性底物 3 ——是它们作为强大功能被广泛利用的原因。 4 尽管如此，生物系统中酰胺的化学修饰是在（金属）酶存在的温和条件下发生的。 5 作为一般规则，酰胺上的正式亲核加成/消除序列会产生本质上更具反应性的产物（例如酮），这可能会影响过程的化学选择性。 6 在这种情况下，酰胺的酯化代表了一种有吸引力的转变，因为此类产品可实现广泛的操作组合。 7 在有价值的技术出现之前，能够通过亲电活化对酰胺羰基进行具有挑战性的亲核攻击， 8 采用极端条件对于确保反应性至关重要。 9 Mashima 的出色工作展示了双核锰醇盐络合物在高温（120–175 °C）下催化酯化